4,4′-(propane-1,1′-diyl)bis(3-methylphenol) | 127524-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4′-(propane-1,1′-diyl)bis(3-methylphenol)
• 英文别名: 4,4'-(propane-1,1-diyl)bis(3-methylphenol)；3,3'-dimethyl-4,4'-propylidene-di-phenol；1,1-Bis-(4-hydroxy-2-methyl-phenyl)-propan；3,3'-Dimethyl-4,4'-propyliden-di-phenol；4-[1-(4-Hydroxy-2-methylphenyl)propyl]-3-methylphenol
• CAS: 127524-37-2
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: CIMCNGUQHJUELL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4′-(propane-1,1′-diyl)bis(3-methylphenol) 生成 2,6,2',6'-tetrabromo-3,3'-dimethyl-4,4'-propylidene-di-phenol 、 1,1-bis-(4-acetoxy-3,5-dibromo-2-methyl-phenyl)-propane
  参考文献：
  名称：

  THE CONDENSATION OF CERTAIN PHENOLS WITH SOME ALIPHATIC ALDEHYDES¹

  摘要：

  DOI：

  10.1021/ja01350a027
• 作为产物：
  描述：

  5,5′-(propane-1,1-diyl)bis(2-methoxy-4-methylphenol) 在 吡啶 、 1,1'-双(二苯基膦)二茂铁 、 甲酸 、 palladium diacetate 、 三溴化硼 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.33h， 生成 4,4′-(propane-1,1′-diyl)bis(3-methylphenol)
  参考文献：
  名称：

  Effects of o-Methoxy Groups on the Properties and Thermal Stability of Renewable High-Temperature Cyanate Ester Resins

  摘要：

  Renewable phenols derived from biomass sources often contain methoxy groups that alter the properties of derivative polymers. To evaluate the impact of o-methoxy groups on the performance characteristics of cyanate ester resins, three bisphenols derived from the renewable phenol creosol were deoxygenated by conversion to ditriflates followed by palladium-catalyzed elimination and hydrolysis of the methoxy groups. The deoxygenated bisphenols were then converted to the following cyanate ester resins: bis(4-cyanato-2-methylphenyl)methane (16), 4,4'-(ethane-1,1'-diy1)bis-(1-cyanato-3-methylbenzene) (17), and 4,4'-(propane-1,1'-diy1)bis(1-cyanato-3-methylbenzene) (18). The physical properties, cure chemistry, and thermal stability of these resins were evaluated and compared to those of cyanate esters derived from the oxygenated bisphenols. 16 and 18 had melting points 37 and >95 degrees C lower, respectively, than the oxygenated versions, while 17 had a melting point 14 degrees C higher. The T-g's of thermosets generated from the deoxygenated resins ranged from 267 to 283 degrees C, up to 30 degrees C higher than the oxygenated resins, while the onset of thermal degradation was 50-80 degrees C higher. The deoxygenated resins also exhibited water uptakes up to 43% lower and wet T(g)s up to 37 degrees C higher than the oxygenated resins. TGA-FTIR of thermoset networks derived from 16-18 revealed a different decomposition mechanism compared to the oxygenated resins. Instead of a low-temperature pathway that resulted in the evolution of phenolic compounds, 16-18 had significantly higher char yields and decomposed via evolution of small molecules including isocyanic acid, CH4, CO2, and NH3.

  DOI：

  10.1021/acs.macromol.5b00496

文献信息

• Effect of Segmental Configuration on Properties of <i>n</i>-Propyl-Bridged Polycyanurate Networks
  作者：Andrew J. Guenthner、Benjamin G. Harvey、Andrew P. Chafin、Matthew C. Davis、Jacob J. Zavala、Kevin R. Lamison、Josiah T. Reams、Kamran B. Ghiassi、Joseph M. Mabry

  DOI：10.1021/acs.macromol.7b00824

  日期：2017.7.11

  hydrolysis, for networks immersed in 85 °C water for 96 h. In ortho,para-linked aryl cyanates, dry glass transition temperatures of cured networks were reduced compared to analogous para,para-linked networks by only about 10 °C, compared to a reduction of 30 °C in ortho-methylated cyanate ester networks, leading to higher “wet” glass transition temperatures in the ortho,para-linked networks. Neither methyl

  通过合成，网络形成和表征一系列正丙基桥接的氰酸酯单体的异构体，研究了网段化学构型对聚氰脲酸酯网络的物理性能，固化性能，机械性能和化学稳定性的影响。对于浸泡在其中的网络，提供具有附近甲基或附近桥基的氰尿酸酯氧原子的构型显示最多可减少50％的水分吸收，并且由于水解而减少的玻璃化转变温度损失约20–40°C。 85°C的水持续96 h。在邻位，对位连接的芳基氰酸酯中，与类似的对位相比，固化网络的干玻璃化转变温度降低了，第-连接的网络仅通过约10℃，而在减少了30℃的邻位甲基化的氰酸酯网络，从而导致较高的“湿”玻璃化转变温度在邻位，对位-连接的网络。在固化温度为230°C时，甲基基团和桥基都不位于反应性氰酸酯基的邻位，因此无法阻止其转化率> 99％的生成。将甲基放置在氰酸酯邻位的网络在600°C的氮气中显示出焦炭产率为46–47％，相比之下，在相应的间位上具有甲基的网络则为43％位置，无论氰尿酸酯
• KITA, XIROSI;KANEHKO, YUTAKA
  作者：KITA, XIROSI、KANEHKO, YUTAKA

  DOI：——

  日期：——
• DIHYDROXY AROMATIC COMPOUNDS, METHODS FOR PREPARATION POLYMERS MADE THEREFROM, AND METHOD OF POLYMER PREPARATION
  申请人：General Electric Company

  公开号：EP1954741A1

  公开（公告）日：2008-08-13
• SELF-CLEANSING SUPER-HYDROPHOBIC POLYMERIC MATERIALS FOR ANTI-SOILING
  申请人：SABIC Global Technologies B.V.

  公开号：EP3116942A2

  公开（公告）日：2017-01-18
• US4584146A
  申请人：——

  公开号：US4584146A

  公开（公告）日：1986-04-22